2-(Diphenylphosphino)aniline

Base Information

• Chemical Name: 2-(Diphenylphosphino)aniline
• CAS No.: 65423-44-1
• Molecular Formula: C18H16NP
• Molecular Weight: 277.305
• Hs Code.: 2921420090
• European Community (EC) Number: 882-085-1
• DSSTox Substance ID: DTXSID40413256
• Nikkaji Number: J955.535H
• Wikidata: Q72469288
• Mol file: 65423-44-1.mol

Synonyms:2-(DIPHENYLPHOSPHINO)ANILINE;65423-44-1;2-diphenylphosphanylaniline;2-(diphenylphosphino)benzenamine;Benzenamine, 2-(diphenylphosphino)-;2-(diphenylphosphaneyl)aniline;(o-aminophenyl)diphenylphosphine;SCHEMBL5403788;DTXSID40413256;2-(DIPHENYLPHOSPHANYL)ANILINE;MFCD12923152;AKOS015900298;AS-10003;CS-0199200;FT-0736928;E76166;A867671;J-506399

Chemical Property of 2-(Diphenylphosphino)aniline

Chemical Property:

• Melting Point: 81-82 °C(Solv: ethanol (64-17-5))
• Boiling Point: 408.3 °C at 760 mmHg
• PKA: 2.73±0.10(Predicted)
• Flash Point: 200.7 °C
• PSA: 39.61000
• LogP: 3.60820
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 277.102036512
• Heavy Atom Count: 20
• Complexity: 263

Purity/Quality:

98%min ^*data from raw suppliers

2-(Diphenylphosphino)aniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3N
• Uses: 2-(Diphenylphosphino)aniline can be used as catalytic activity.

Technology Process of 2-(Diphenylphosphino)aniline

There total 15 articles about 2-(Diphenylphosphino)aniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

2-iodophenylamine (615-43-0) + diphenylphosphane (829-85-6) → (2-diphenylphosphino)benzeneamine (65423-44-1)

Guidance literature:

diphenylphosphane; With copper(l) iodide; N,N`-dimethylethylenediamine; In toluene;

2-iodophenylamine; With caesium carbonate; In toluene; at 110 ℃; for 20h;

DOI:10.1021/ol0346640

Reference yield: 81.0%

2-aminophenyl(diphenyl)phosphine oxide (23081-74-5) → (2-diphenylphosphino)benzeneamine (65423-44-1)

Guidance literature:

With diethoxymethylane; Bis(p-nitrophenyl) phosphate; In toluene; at 110 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ja3069165

Reference yield: 80.0%

(2-aminophenyl)triphenylphosphonium chloride (124843-09-0) → (2-diphenylphosphino)benzeneamine (65423-44-1)

Guidance literature:

With sodium naphthalenide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jo972105z

upstream raw materials:

(2-Amino-phenyl)-triphenyl-phosphonium; bromide

(2-aminophenyl)triphenylphosphonium chloride

(2-Amino-phenyl)-benzyl-diphenyl-phosphonium; chloride

(2-Aminophenyl)(benzyl)diphenylphosphonium Bromide

Downstream raw materials:

(C₆H₅)2PC₆H₄NHC(O)C₆⁽²⁾H₅

(2-diphenylphosphinophenyl)-N-(benzyl)aniline

o-(diphenylphosphino)-N-benzoylaniline

(+/-)-(2-Aminophenyl)phenylphosphine

Refernces

• 1、 Echavarren, Antonio M.,Franchino, Allegra,Martí, àlex,Nejrotti, Stefano. "Silver-Free Au(I) Catalysis Enabled by Bifunctional Urea- and Squaramide-Phosphine Ligands via H-Bonding". supporting information. p. 11989 - 11996. Retrieved 2021/07/06.
• 2、 Stubbs,Firth,Bridge,Berger,Hazlehurst,Boyle,Blacquiere. "Phosphine-imine and-enamido ligands for acceptorless dehydrogenation catalysis". supporting information. p. 647 - 650. Retrieved 2017/02/05.